There are 5 ways to get from Chicago to Boston Airport (BOS) by plane, train (Amtrak), bus (Flixbus, Greyhound), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago O'Hare International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
4h 2m$602–1,005Fly from Chicago Midway International Airport
cheapest- Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
3h 49m$102–555Train (Amtrak)
- Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
22h 22m$564–864Bus
- Take the bus from Chicago Bus Station to Newark Penn Stationbus FlixBus N2640 / ...
- Take the bus from Newark Penn Station to Bostonbus Greyhound US0235 / ...
26h 11m$186–286Drive 983.8 mi
- Drive from Chicago to Boston Airport (BOS)car 983.8 mi
16h 52m$180–260
Chicago to Boston Airport (BOS) by train, foot, and subway (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Chicago to Boston Airport (BOS) is to drive which costs $180 - $260 and takes 16h 52m.
The fastest way to get from Chicago to Boston Airport (BOS) is to fly which takes 3h 49m and costs $100 - $600.
No, there is no direct bus from Chicago station to Boston Airport (BOS). However, there are services departing from Chicago Bus Station and arriving at Boston via Newark Penn Station and Boston. The journey, including transfers, takes approximately 26h 11m.
No, there is no direct train from Chicago station to Boston Airport (BOS). However, there are services departing from Chicago Union Station and arriving at Airport via State. The journey, including transfers, takes approximately 22h 22m.
The distance between Chicago and Boston Airport (BOS) is 887 miles. The road distance is 989.5 miles.
The best way to get from Chicago to Boston Airport (BOS) without a car is to train which takes 22h 22m and costs $550 - $900.
It takes approximately 4h 2m to get from Chicago to Boston Airport (BOS), including transfers.
Chicago to Boston Airport (BOS) bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Boston Airport (BOS) train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Boston Airport (BOS) is to fly which takes 4h 2m and costs $600 - $1,000. Alternatively, you can train, which costs $550 - $900 and takes 22h 22m, you could also bus, which costs $180 - $290 and takes 26h 11m.
What companies run services between Chicago, IL, USA and Boston Airport (BOS), USA?
American Airlines, JetBlue Airways, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS) hourly. Alternatively, Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $550–900 and the journey takes 22h 2m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $70–380
- Website
- southwest.com
Flights from Chicago Midway International Airport to Boston Logan Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $100–550
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago O'Hare International Airport to Boston Logan Airport via Syracuse
- Ave. Duration
- 4h 15m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $75–380
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $70–380
Flights from Chicago Midway International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $100–550
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Boston Logan Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $70–380
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Boston
- Ave. Duration
- 22h 2m
- Frequency
- Once daily
- Estimated price
- $550–900
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Newark Penn Station
- Ave. Duration
- 19h 25m
- Frequency
- Twice daily
- Estimated price
- $140–220
- Schedules at
- Flixbus USA
Bus from Newark Penn Station to Boston
- Ave. Duration
- 4h 30m
- Frequency
- 3 times a day
- Estimated price
- $40–60
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Newark Penn Station to Boston
- Ave. Duration
- 5h 5m
- Frequency
- 4 times a day
- Estimated price
- $45–70
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
Chicago to Boston Airport (BOS) bus services, operated by Flixbus USA, arrive at Newark Penn Station.
Boston Airport (BOS) is 1h ahead of Chicago. It is currently 12:35 AM in Chicago and 1:35 AM in Boston Airport (BOS).
Chicago to Boston Airport (BOS) train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Chicago to Boston Airport (BOS) is 990 miles. It takes approximately 16h 52m to drive from Chicago to Boston Airport (BOS).
There are 1778+ hotels available in Boston Airport (BOS).